A novel synthetic method for angularly functionalized polycyclic systems by vinylogous wolff rearrangement of β,γ-unsaturated diazoketones

Saha, Bijali ; Bhattacharjee, Gopa ; Ghatak, Usha Ranjan (1986) A novel synthetic method for angularly functionalized polycyclic systems by vinylogous wolff rearrangement of β,γ-unsaturated diazoketones Tetrahedron Letters, 27 (33). pp. 3913-3914. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4039(00)83915-5

Abstract

Decompositions of the rigid polycylic β,γ-unsaturated diazomethyl ketones (la and b) and (2a and b) promoted by Cu(acac)2, Cu(OTf)2, Ni(acac)2 or silver benzoatetriethylamine in the presence of methanol are shown to give the respective rearranged γ,δ-unsaturated angularly substituted esters (3a and b) and (6a and b) along with other products.

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